AR108845A1 - DERIVATIVES OF [1,2,3] TRIAZOLO [4,5-D] PYRIMIDINE AS MODULATORS OF THE CB2 RECEIVER - Google Patents
DERIVATIVES OF [1,2,3] TRIAZOLO [4,5-D] PYRIMIDINE AS MODULATORS OF THE CB2 RECEIVERInfo
- Publication number
- AR108845A1 AR108845A1 ARP170101708A ARP170101708A AR108845A1 AR 108845 A1 AR108845 A1 AR 108845A1 AR P170101708 A ARP170101708 A AR P170101708A AR P170101708 A ARP170101708 A AR P170101708A AR 108845 A1 AR108845 A1 AR 108845A1
- Authority
- AR
- Argentina
- Prior art keywords
- triazolo
- pyrimidine
- derivatives
- azido
- isothiocyanate
- Prior art date
Links
- GIIGHSIIKVOWKZ-UHFFFAOYSA-N 2h-triazolo[4,5-d]pyrimidine Chemical class N1=CN=CC2=NNN=C21 GIIGHSIIKVOWKZ-UHFFFAOYSA-N 0.000 title abstract 2
- 102000009135 CB2 Cannabinoid Receptor Human genes 0.000 abstract 1
- 108010073376 CB2 Cannabinoid Receptor Proteins 0.000 abstract 1
- 206010019280 Heart failures Diseases 0.000 abstract 1
- 208000002193 Pain Diseases 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000107 disulfanyl group Chemical group [*]SS[H] 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 208000026278 immune system disease Diseases 0.000 abstract 1
- 150000002540 isothiocyanates Chemical class 0.000 abstract 1
- PFBSKKDDNYQKQR-UHFFFAOYSA-N n-azido-1-sulfanylidenemethanimine Chemical compound [N-]=[N+]=NN=C=S PFBSKKDDNYQKQR-UHFFFAOYSA-N 0.000 abstract 1
- 125000001715 oxadiazolyl group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical group [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 abstract 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 abstract 1
- 125000005190 thiohydroxy group Chemical group 0.000 abstract 1
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
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- G01N33/94—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving narcotics or drugs or pharmaceuticals, neurotransmitters or associated receptors
- G01N33/948—Sedatives, e.g. cannabinoids, barbiturates
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Abstract
La presente solicitud se refiere a derivados de [1,2,3]triazolo[4,5-d]pirimidina como moduladores del receptor CB2, útiles en el tratamiento del dolor, trastornos inmunológicos, insuficiencia cardíaca, etc. Reivindicación 1: Compuesto de fórmula (1), en las que: R¹ es un anillo seleccionado de entre fenilo y [1,2,5]oxadiazolilo, en el que dicho anillo se sustituye con un sustituyente seleccionado de entre halosulfonilo, halosulfonilalquilo, isotiocianatoalquilo, isotiocianato, aminoalquildisulfanilalquilo, hidroxialquildisulfanilalquilo, hidroxialquildisulfanilo, aminoalquildisulfanilo, halógeno, alquilo, piridinildislfanilalquilo, benzotriazolilsulfonilalquilo, dihidroxialquildisulfanilalquilo y piridinildisulfanilo y opcionalmente sustituido adicionalmente con ciano; R² y R³ se seleccionan independientemente de entre hidrógeno, hidroxilo, halógeno, tiohidroxilo, tiohidroxiazetidinilo, azido, isotiocianato y alquildisulfanilo, con la condición de que por lo menos uno de entre R¹, R² y R³ sea un grupo que comprende sulfonilo, isotiocianato, disulfanilo, tiohidroxilo o azido; R⁴ es alquilo o fenilhaloalquilo; y n es 0 ó 1; o una sal o éster farmacéuticamente aceptable del mismo.The present application refers to derivatives of [1,2,3] triazolo [4,5-d] pyrimidine as CB2 receptor modulators, useful in the treatment of pain, immunological disorders, heart failure, etc. Claim 1: Compound of formula (1), wherein: R¹ is a ring selected from phenyl and [1,2,5] oxadiazolyl, wherein said ring is substituted with a substituent selected from halosulfonyl, halosulfonylalkyl, isothiocyanatoalkyl ; R² and R³ are independently selected from hydrogen, hydroxy, halogen, thiohydroxyl, thiohydroxyazetidinyl, azido, isothiocyanate and alkyldisulfanyl, with the proviso that at least one of R², R² and R³ is a group comprising sulfonyl, isothiocyanate, disulfanyl , thiohydroxy or azido; R⁴ is alkyl or phenylhaloalkyl; and n is 0 or 1; or a pharmaceutically acceptable salt or ester thereof.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP16175924 | 2016-06-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR108845A1 true AR108845A1 (en) | 2018-10-03 |
Family
ID=56203225
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP170101708A AR108845A1 (en) | 2016-06-23 | 2017-06-21 | DERIVATIVES OF [1,2,3] TRIAZOLO [4,5-D] PYRIMIDINE AS MODULATORS OF THE CB2 RECEIVER |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US10457685B2 (en) |
| EP (2) | EP4108665A1 (en) |
| JP (2) | JP6962942B2 (en) |
| KR (2) | KR20230062680A (en) |
| CN (4) | CN109348716A (en) |
| AR (1) | AR108845A1 (en) |
| AU (2) | AU2017283136C1 (en) |
| BR (1) | BR112018075143A2 (en) |
| CA (2) | CA3206921A1 (en) |
| CL (1) | CL2018003610A1 (en) |
| CO (1) | CO2018011231A2 (en) |
| CR (2) | CR20180615A (en) |
| IL (2) | IL262711B2 (en) |
| MA (1) | MA45442A (en) |
| MX (1) | MX2018014684A (en) |
| MY (1) | MY197244A (en) |
| PE (1) | PE20190109A1 (en) |
| PH (1) | PH12018502733A1 (en) |
| RU (1) | RU2741597C2 (en) |
| SG (2) | SG10202113286RA (en) |
| TW (2) | TWI764908B (en) |
| UA (1) | UA123834C2 (en) |
| WO (1) | WO2017220517A1 (en) |
| ZA (1) | ZA201807133B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3475280B1 (en) | 2016-06-23 | 2020-04-08 | H. Hoffnabb-La Roche Ag | Novel [1,2,3]triazolo[4,5-d]pyrimidine derivatives |
| WO2017220544A1 (en) | 2016-06-23 | 2017-12-28 | F. Hoffmann-La Roche Ag | Novel[1,2,3]triazolo[4,5-d]pyrimidine derivatives |
| CN109311886B (en) | 2016-06-23 | 2021-11-09 | 豪夫迈·罗氏有限公司 | [1,2,3] triazolo [4,5-d ] pyrimidine derivatives |
| CN113387845B (en) * | 2021-07-16 | 2022-12-20 | 国药集团化学试剂有限公司 | Preparation method of phenylmethylsulfonyl fluoride |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001028557A1 (en) * | 1999-10-18 | 2001-04-26 | University Of Connecticut | Cannabimimetic indole derivatives |
| RU2007122351A (en) * | 2004-11-15 | 2008-12-20 | Тайсо Фармасьютикал Ко. | IMINE COMPOUND |
| AU2006230292A1 (en) | 2005-03-31 | 2006-10-05 | Schering Corporation | Spirocyclic thrombin receptor antagonists |
| FR2887550A1 (en) | 2005-06-24 | 2006-12-29 | Sanofi Aventis Sa | New 1-benzylpyrazole-3-acetamide compounds are cannabinoids receptor antagonists useful to treat/prevent immune disorders, pain, gastrointestinal disturbances, cardiovascular/kidney disorders and in cancer chemotherapy |
| CN101454327A (en) * | 2006-03-30 | 2009-06-10 | Irm责任有限公司 | Azolopyrimidines as inhibitors of cannabinoid 1 activity |
| US8629157B2 (en) * | 2009-01-05 | 2014-01-14 | Boehringer Ingelheim International Gmbh | Pyrrolidine compounds which modulate the CB2 receptor |
| EP2311443A1 (en) | 2009-10-15 | 2011-04-20 | Rheinische Friedrich-Wilhelms-Universität | Pharmaceutical composition containing cannabinoid-receptor 2 antagonists |
| CN102924457A (en) * | 2011-08-12 | 2013-02-13 | 上海恒瑞医药有限公司 | Triazolopyrimidine derivatives, preparation method and uses thereof |
| UA111640C2 (en) * | 2011-11-08 | 2016-05-25 | Ф. Хоффманн-Ля Рош Аг | DERIVATIVES [1,2,3] TRIAZOLO [4,5-d] PYRIMIDINE AS A cannabinoid receptor agonist 2 |
| US9067943B2 (en) * | 2011-11-25 | 2015-06-30 | Hoffmann-La Roche Inc. | [1,2,3]triazolo[4,5-D]pyrimidine derivatives |
| EA027935B1 (en) | 2013-03-07 | 2017-09-29 | Ф. Хоффманн-Ля Рош Аг | Novel pyrazol derivatives |
| DK2991988T3 (en) | 2013-05-02 | 2017-08-21 | Hoffmann La Roche | Pyrrolo [2,3-d] pyrimidine derivatives as CB2 receptor agonists |
| AU2014261585B2 (en) * | 2013-05-02 | 2018-03-08 | F. Hoffmann-La Roche Ag | Purine derivatives as CB2 receptor agonists |
| HUE055201T2 (en) * | 2013-09-06 | 2021-11-29 | Hoffmann La Roche | Triazolo[4,5-d]pyrimidine derivatives as cb2 receptor antagonists |
| EP3215506B1 (en) | 2014-11-07 | 2019-01-02 | F.Hoffmann-La Roche Ag | Triazolo[4,5-d]pyrimidines as agonists of the cannabinoid receptor 2 |
| WO2017220544A1 (en) | 2016-06-23 | 2017-12-28 | F. Hoffmann-La Roche Ag | Novel[1,2,3]triazolo[4,5-d]pyrimidine derivatives |
| CN109311886B (en) | 2016-06-23 | 2021-11-09 | 豪夫迈·罗氏有限公司 | [1,2,3] triazolo [4,5-d ] pyrimidine derivatives |
| EP3475280B1 (en) | 2016-06-23 | 2020-04-08 | H. Hoffnabb-La Roche Ag | Novel [1,2,3]triazolo[4,5-d]pyrimidine derivatives |
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2017
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